dexmethylphenidate   Click here for help

GtoPdb Ligand ID: 7554

Synonyms: Attenade® | D-TMP | Focalin®
Approved drug
dexmethylphenidate is an approved drug (FDA (2001))
Compound class: Synthetic organic
Comment: Dexmethylphenidate is a phenethylamine and piperidine class central nervous system stimulant. Chemically, it is the active dextrorotatory (R,R) enantiomer of racemic methylphenidate.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 4
Topological polar surface area 38.33
Molecular weight 233.14
XLogP 2.5
No. Lipinski's rules broken 0
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Canonical SMILES COC(=O)C(c1ccccc1)C1CCCCN1
Isomeric SMILES COC(=O)[C@H](c1ccccc1)[C@H]1CCCCN1
InChI InChI=1S/C14H19NO2/c1-17-14(16)13(11-7-3-2-4-8-11)12-9-5-6-10-15-12/h2-4,7-8,12-13,15H,5-6,9-10H2,1H3/t12-,13-/m1/s1
Selectivity at transporters
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
DAT Primary target of this compound Hs Inhibitor Inhibition 7.6 pKi - 2
pKi 7.6 (Ki 2.5x10-8 M) [2]
Description: Displacement of [3H]WIN-35428 from human DAT stably expressed in mouse N2A cells
NET Rn Inhibitor Inhibition 6.6 pKi - 1
pKi 6.6 (Ki 2.7x10-7 M) [1]
Description: Displacement of [3H]nisoxetine from NET in Sprague-Dawley rat cortical tissue.